2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-({1,2,5-trihydroxy-6-oxo-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-3-yl}oxy)oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase ID: 131716
• Molecular Formular: C29H49NO23
• Molecular Mass: 779.69226
• Monoisotopic Mass: 779.26953683
• SMILES: CC1C(C(C(C(O1)OC(C(C=O)O)C(C(CO)O)OC1C(C(C(C(O1)CO)O)OC1(CC(C(C(O1)C(C(CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)O
• Canonical SMILES: OCC(C(C(C(C=O)O)OC1OC(C)C(C(C1O)O)O)OC1OC(CO)C(C(C1O)OC1(CC(O)C(C(O1)C(C(CO)O)O)NC(=O)C)C(=O)O)O)O
• InChI: InChI=1S/C29H49NO23/c1-8-16(40)19(43)20(44)26(48-8)50-22(12(38)5-32)23(13(39)6-33)51-27-21(45)25(18(42)14(7-34)49-27)53-29(28(46)47)3-10(36)15(30-9(2)35)24(52-29)17(41)11(37)4-31/h5,8,10-27,31,33-34,36-45H,3-4,6-7H2,1-2H3,(H,30,35)(H,46,47)
• InChIKey: FNCPZGGSTQEGGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-({1,2,5-trihydroxy-6-oxo-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-3-yl}oxy)oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC Traditional name: 2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-({1,2,5-trihydroxy-6-oxo-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]hexan-3-yl}oxy)oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• Synonyms: α-Neu-5Ac-(2→3)-β-D-Gal-(1→4)-(α-Fuc-[1→3])-Glc; SFL; 3′-N-Acetylneuraminyl-3-fucosyllactose sodium salt

Database IDs

• CAS Number: 122560-33-2
• MDL Number: MFCD00214222
• PubChem SID: 162225993; 24890530
• PubChem CID: 4105429

CALCULATED PROPERTIES

• Acid pKa: 2.8378649
• H Acceptors: 23
• H Donor: 15
• LogD (pH = 5.5): -11.073162
• LogD (pH = 7.4): -11.9563465
• Log P: -8.465356
• Molar Refractivity: 160.8998 cm^3
• Polarizability: 67.077835 Å^3
• Polar Surface Area: 401.84 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter